Heteroatom Chemistry

Conversion of bis (o??nitrophenyl) disulfides to heterocycles containing sulfur and nitrogen by the action of samarium diiodide

W Zhong, X Chen, Y Zhang

Index: Zhong, Weihui; Chen, Xiaoyuan; Zhang, Yongmin Heteroatom Chemistry, 2001 , vol. 12, # 3 p. 156 - 160

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Citation Number: 9

Abstract

Abstract Treatment of bis (o-nitrophenyl) disulfides 1 with SmI 2 led to simultaneous reduction of nitro groups and reductive cleavage of S–S bonds as well as the formation of the active intermediates 2. The intermediates 2 reacted smoothly with aldehydes or ketones, acid chlorides or anhydrides, α-bromoketones, and α, β-unsaturated ketones at room temperature to afford the desired benzothiazolines 3, benzothiazoles 4, 2H-1, 4- ...